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Caribbean Islands

$87+ Cheap flights from Islip, NY (ISP) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Islip to Caribbean Islands

Cheapest flights from Islip to Caribbean Islands
Explore the most affordable flight options available from Islip to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amISP - SJU
1 stop25h 58mFrontier
Thu 1/86:15 amSJU - ISP
1 stop14h 30mFrontier
Deal found 12/22$255
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amISP - SJU
1 stop12h 28mFrontier
Sun 1/116:18 pmSJU - ISP
1 stop26h 33mFrontier
Deal found 12/22$269
This Frontier deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:35 pmISP - SJU
1 stop11h 48mFrontier
Wed 12/3110:08 amSJU - ISP
1 stop13h 09mFrontier
Deal found 12/22$304
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amISP - SJU
1 stop25h 58mFrontier
Wed 1/79:23 pmSJU - ISP
1 stop23h 22mFrontier
Deal found 12/22$305
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amISP - SJU
1 stop12h 28mFrontier
Mon 1/56:00 amSJU - ISP
1 stop8h 09mFrontier
Deal found 12/22$364
This CheapOair deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amISP - SJU
1 stop25h 58mFrontier
Thu 1/294:36 pmSJU - ISP
1 stop29h 11mFrontier
Deal found 12/21$373
This Frontier deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:35 pmISP - SJU
1 stop11h 48mFrontier
Tue 12/303:00 pmSJU - ISP
1 stop9h 59mFrontier
Deal found 12/22$374
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amISP - SJU
1 stop25h 58mFrontier
Wed 12/3110:08 amSJU - ISP
1 stop13h 09mFrontier
Deal found 12/22$385
This CheapOair deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:35 pmISP - SJU
1 stop22h 52mFrontier
Thu 1/110:08 amSJU - ISP
1 stop14h 23mFrontier
Deal found 12/20$406
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:35 pmISP - SJU
1 stop11h 48mFrontier
Mon 1/56:00 amSJU - ISP
1 stop14h 39mFrontier
Deal found 12/22$423
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:35 pmISP - SDQ
1 stop13h 45mFrontier
Sun 1/1110:56 amSDQ - ISP
1 stop9h 49mFrontier
Deal found 12/22$504
This CheapOair deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:35 pmISP - SDQ
1 stop13h 45mFrontier
Mon 12/2912:35 pmSDQ - ISP
1 stop8h 05mFrontier
Deal found 12/21$584

Find flight deals from Islip to Caribbean Islands

Keep the following information in mind while searching for Islip to Caribbean Islands flight deals. Data was last updated December 23, 2025.

Round-trip from

$173
(CheapOair)

One-way from

$87
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$363
From Islip Long Island to Caribbean Islands
Search Deals
One-way flight from Islip Long Island to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Islip to Caribbean Islands that are best for you.

Fly from

Islip

Fly to

Caribbean Islands

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 2/21

8:23 pm-12:54 am

1 stop27h 31m

San Juan Luis Munoz Marin Intl

Mon 2/23

3:53 am-8:40 am

1 stop29h 47m

$173

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 2/21

8:23 pm-12:54 am

1 stop27h 31m

San Juan Luis Munoz Marin Intl

Sat 2/28

5:25 pm-7:48 am

1 stop15h 23m

$177

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 1/26

7:43 pm-11:59 pm

1 stop27h 16m

San Juan Luis Munoz Marin Intl

Thu 2/12

7:04 pm-7:14 pm

1 stop25h 10m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 2/23

3:59 pm-2:53 am

1 stop9h 54m

San Juan Luis Munoz Marin Intl

Sun 3/1

3:53 am-2:39 pm

1 stop11h 46m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/22

7:43 pm-3:26 pm

1 stop18h 43m

San Juan Luis Munoz Marin Intl

Thu 1/29

4:36 pm-8:47 pm

1 stop29h 11m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 1/5

2:04 pm-2:50 am

1 stop11h 46m

San Juan Luis Munoz Marin Intl

Mon 1/12

6:10 am-7:51 pm

1 stop14h 41m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/8

8:40 pm-1:49 pm

1 stop16h 09m

San Juan Luis Munoz Marin Intl

Mon 1/12

3:58 am-10:46 pm

1 stop19h 48m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 2/23

8:23 am-9:54 am

1 stop24h 31m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:09 pm-4:12 pm

1 stop22h 03m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 1/26

7:43 pm-3:26 pm

1 stop18h 43m

San Juan Luis Munoz Marin Intl

Wed 2/4

4:36 pm-6:48 pm

1 stop27h 12m

$181

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/15

8:45 pm-2:30 am

1 stop28h 45m

San Juan Luis Munoz Marin Intl

Thu 1/22

8:00 am-6:48 pm

1 stop11h 48m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 56 results
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Best time to book a flight from Islip to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Caribbean Islands

What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

Currently, February is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $59). Flying from Islip, New York to Caribbean Islands in August is currently the most expensive (average of $138). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ISP to EPX?

Find hourly flight availability from Islip to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

It’s typically best to fly out from Islip, New York to Caribbean Islands at noon. Doing so could potentially save you 48% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated December 23, 2025.
Read through reviews of airlines operating flights from Islip to Caribbean Islands, such as Delta and JetBlue. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,014 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,896 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Caribbean Islands?

    For a flight from Islip to Caribbean Islands, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • How long is the flight from Islip, New York to Caribbean Islands?

    For as low as $428, Frontier can have you in Caribbean Islands from Islip, New York in 21h 37m. The distance between Islip, New York and Caribbean Islands is about 1484 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Islip, New York to Caribbean Islands?

    When deciding which route to take from Islip, New York to Caribbean Islands consider Islip Long Island - San Juan Luis Munoz Marin Intl, Islip Long Island - Santo Domingo Las Americas or Islip Long Island - Oranjestad Reina Beatrix as they are the most popular.

  • Can I find deals for flights from Islip to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Islip to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Caribbean Islands.

  • Can I find deals for business class flights from Islip to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Islip to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

    Currently, February is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $59). Flying from Islip, New York to Caribbean Islands in August is currently the most expensive (average of $138). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Islip to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Islip to Caribbean Islands

Discover the top 4 airlines that operate flights from Islip to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$111Average$220FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$216Average$377FlexibilityNo cancel feeOn-time62%
DeltaCheapest$350Average$402FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$367Average$535FlexibilityNo cancel feeOn-time63%

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